Want to quit your job and build real financial freedom—but not sure where to start?
This podcast is for millennial entrepreneurs who are ready to take control of their future through business ownership. Whether you’re looking to start a business, buy an existing business, or grow a side hustle into a full-time gig, we give you the real-world playbook that actually works.
Hosted by Charles Harris, a CPA turned business owner, and Dr. Seth Jenson, director of The Entrepreneurship Institute and an Oxford PhD in Business Strategy who’s helped thousands launch companies, this show cuts through the noise and gives you straight talk on:
• How to start a business from scratch
• What to look for when buying a small business
• The mindset shift from employee to entrepreneur
• How to avoid beginner mistakes that cost you time and money
• Proven strategies to grow your small business
No fluff. No hype. Just the unsexy truth about building a business that works—so you can build a life you actually want.
Subscribe now if you’re ready to stop dreaming and start doing.
Got questions? Contact us here: https://tinyurl.com/6fwvem3v
The 5 Questions Every New Founder Asks (And We Finally Answer)
In this Ask-Me-Anything episode of The Unsexy Entrepreneurship Podcast, Charles Harris and Seth Jenson tackle the most common (and most confusing) questions new founders face. Whether you’re starting a bookkeeping business, a marketing agency, or any professional service, this episode is your tactical crash course.
We answer:
Should I be an LLC or an S-Corp?
When is the right time to start paying myself?
What percentage of revenue should go toward salary?
When should I hire someone—and when should I contract instead?
What’s the best tech stack for a service-based business?
Charles also shares insider tips on accounting platforms, invoicing tools (like Anchor), and why Google Workspace is still underrated. Seth gets real about the opportunity cost of your time and how to think like a founder when it comes to delegation and growth.
Whether you’re freelancing, scaling, or just figuring out what to do next, this episode is packed with unfiltered, practical advice to help you make smarter decisions, avoid costly mistakes, and grow with confidence.
📦 Plus: A sneak peek at a new business launch—Postcards from the Parks!
Got questions for Charles and Seth? Submit them HERE (https://tinyurl.com/6fwvem3v).
16 Dec 2025
How to Pivot Smart—Not Desperate | 021
Thinking about pivoting your business? Hold up.
In this episode of Unsexy Entrepreneur, Charles Harris (CPA & founder) and Dr. Seth Jenson (PhD in strategy) unpack the messy middle of entrepreneurship—when your idea isn’t quite working and you’re not sure whether to double down or ditch it.
From Noah Kagan’s taco-to-t-shirt pivot to accountants rebranding themselves as CFOs, this episode is packed with honest, nuanced takes on how to listen to the market without losing your soul.
💡 You’ll Learn:
What a “pivot” actually means (hint: it’s not just changing your mind)
The 3 pillars that determine if your business is viable: demand, channels, and margin
Why chasing easy money often leads to shallow expertise
The sunk-cost trap: why people stay too long in a dying business model
How to spot real market signals vs. ego-driven decisions
Why “following your passion” sometimes isn’t enough—and when it is
How to test hypotheses like a strategist, not a floundering founder
The ethics of positioning: should you call yourself a CFO if you’re not one?
When a micro-pivot (like rebranding your role) makes sense—and when it doesn’t
The niche goldmine example of a friend who pivoted into audits for lawyers (and crushed it)
This episode will help you clarify if your business needs a bold new direction, a subtle tweak, or just a little more time. Perfect for solo founders, consultants, creatives, and operators navigating the tension between vision and validation.
Got questions for Charles and Seth? Submit them HERE (https://tinyurl.com/6fwvem3v).
9 Dec 2025
Finding Your First Customers | 020
You can’t call it a business if no one’s buying.
In this episode of Unsexy Entrepreneur, Charles Harris and Dr. Seth Jenson get real about one of the most important (and most avoided) moments in your entrepreneurial journey: getting your first customer.
If you’re stuck in “planning mode,” endlessly building, tweaking, and perfecting your product—but haven’t made your first sale—this episode is the kick in the pants you need.
🎯 You’ll Learn:
Why getting your first customer is the true moment you become an entrepreneur
The difference between wantrepreneurs and real founders (and how to cross the line)
How to find your first 5 clients using your existing social capital
Why building a product before selling is a recipe for wasted time
When to use Facebook Marketplace, Meta ads, or just walk into businesses
The power of hand-to-hand combat (aka: doing what doesn’t scale)
How to ask better questions and get real customer feedback
When to discount your early customers—and when it’ll cost you in the long run
Why your first customers should be obsessed with you
Organic growth strategies better than throwing money at ads
How to piggyback off influencers and niche groups—for free
Whether you’re starting a cleaning business or building SaaS, this episode is packed with practical, real-world advice to get your first sale and build momentum—without hype, jargon, or startup theater.
Got questions for Charles and Seth? Submit them HERE (https://tinyurl.com/6fwvem3v).
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